The series takes a look at the heartwarming yet super uncomfortable and sometimes frustrating relationship among three adult siblings: one in the 1%, one middle-class and one barely holding on.
As Tom struggles to finish his book before his 40th birthday, his dad Marshall hijacks his writing seminar. Denise convinces Marina that she needs to do something special for Tom’s 40th and talks her into doing boudoir photos. Elsewhere, Sarah and Denise go overboard to impress a potential sperm donor.
Tom attempts to keep Connor grounded after he announces his plans to go to space but then falls into a rough patch himself upon learning some bad news. Meanwhile, Marina gets stuck while trying to transform their attic into a writing space for Tom.
Tom and Connor vie to prove who would make a better sperm donor to Denise. Meanwhile, Sarah tries to prove to Alison that she has what it takes to direct the spring musical by throwing a successful fundraiser at Connor’s house.
While Tom and Marina attempt to relive their youth at a college party, Connor and Denise deal with JoJo potentially leaving when she gets an offer to go on a reality show. Meanwhile, Sarah considers casting her niece in the school musical.
Tom and Sarah crash a poker night that Connor is hosting for some rich and famous friends. Meanwhile, when Camila mentions she thinks there is a ghost in the house, Marina and Denise clash over their very different beliefs.
Connor and JoJo’s Valentine’s Day takes an awkward turn when his ex-wife and daughter crash their romantic evening. While Tom, Marina, and Sarah and Denise try to enjoy an over-the-top dining experience, a pregnancy scare derails their evening.
As Christmas approaches, Tom finally receives his first advance check from the Sofia Salazar book, leaving him and Marina to decide what to do with the money. Meanwhile, Sarah receives an extravagant gift from the parents at her new school and has a hard time parting with it.
Trick or treat is not the only question on the Hayworths’ minds as they debate the best neighborhood for a spooktacular Halloween. Meanwhile, Connor navigates sharing the holiday with his ex-wife Emily.
Tom feels threatened when Marina’s father comes to visit, but it’s Marina who has a hard time making peace with her dad. Meanwhile, Connor helps Sarah and Denise declutter their small apartment.
Sarah reluctantly asks Tom to help her write the Windmount Academy musical; Denise starts a workout routine with Marina and Connor that gets awkward.
Tom and Marina must make a difficult choice after they uncover a bombshell revelation about Sofía Salazar. Meanwhile, Connor and JoJo’s secret relationship is complicated by Denise and Sarah’s matchmaking efforts.
Tom’s potential new publisher invites himself to the Hayworth family brunch which sends him into a nervous frenzy. Meanwhile, Sarah and Marina give conflicting advice to Connor about his relationship with Windmount’s vice principal, Lauren.
Marina worries Camila’s lost touch with her Mexican heritage, so she enlists Tom and the rest of the family to help reconnect with her roots. Prompted by Denise, Sarah interviews for a job at Gretchen’s school but receives some unwanted assistance from Connor.
The entire Hayworth family goes to attend the Windmount Academy musical to support Gretchen and Sarah. Meanwhile, in an effort to help calm Tom’s nerves as he awaits news about his book, Marina proposes they take the edge off and relax by taking edibles.
The family is in for a wild night out when they accompany Connor to a club to help him jumpstart his dating life. When Tom steps up as Connor’s wingman, things don’t exactly go as planned.
Tom, Sarah and Connor are determined to prove that they can host a successful Thanksgiving dinner when they switch up their annual holiday tradition to gather at Connor’s place. Denise has some sibling drama of her own when her sister joins the Hayworth family celebration.
Sofia brings out Tom’s adventurous side which ignites Marina’s jealous side. Meanwhile, Sarah and Denise learn that Shamiah has been confiding in Connor instead of them, leaving them no choice but to take action.
Things get a little hot in the kitchen when Tom considers ghostwriting a memoir for a celebrity chef. Connor starts dating a woke friend of Sarah and Denise’s who makes a surprising impact on him.
After upsetting Marina, Tom tries to help out more around the house. While Sarah tries to find temporary employment, she and Denise worry their son will be corrupted after Kelvin decides he wants to learn all about Uncle Connor’s business.
The family gathers to try and celebrate their parents’ anniversary without spoiling it — like every other year. However, after everyone learns what Tom’s new novel is about, the celebration may just be the worst one yet.
Connor invites the siblings to a party he’s throwing for his ex-wife, Emily. While he feels the need to prove that he is cool with their divorce, he is not the only one in the competitive spirit. Tom and Marina try to prove to each other that they still have game, while Sarah finds the perfect solution to the fact that she’s a bad gift-giver.
Connor invites all the cousins over for an epic sleepover to cheer up his daughter, Gretchen. Meanwhile, Tom is determined to prove he can be a fun uncle too.